Vacation Rentals in Monroe County

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Top Cities in Monroe County

Top Vacation Rentals in Monroe County

Old Wooden Bridge Resort and Marina

2.5 star property
Punta Brisa
8.6 out of 10, Excellent, (270)
"I love this place!!!"
United States
Greg
$259 nightly
The price is $292
Nov 13 - Nov 14
Total with taxes and fees
Old Wooden Bridge Resort and Marina

Yacht Haven Marina

3.5 star property
Marathon
9.8 out of 10, Exceptional, (224)
"Nice Lodge nice area close to grocery store & shops, will love to stay there again."
United States
Xiomeidy
$224 nightly
The price is $252
Dec 2 - Dec 3
Total with taxes and fees
Yacht Haven Marina

Treasure Harbor

3.0 star property
Islamorada
9.0 out of 10, Wonderful, (109)
"Unique House boat experience, friendly staff. "
United States
Luis
$255 nightly
The price is $287
Nov 13 - Nov 14
Total with taxes and fees
Treasure Harbor

Breezy Palms Resort

2.5 star property
Matecumbe
8.8 out of 10, Excellent, (562)
"This is one of my top 5 spot to stay in the keys, clean, friendly and budget friendly, mimi is awesome "
United States
franklin
$123 nightly
The price is $138
Nov 16 - Nov 17
Total with taxes and fees
Breezy Palms Resort

Aqua Lodges at Hurricane Hole Marina

2.0 star property
Stock Island
8.8 out of 10, Excellent, (167)
"The stay was beautiful "
United States
Jennifer
$280 nightly
The price is $314
Nov 13 - Nov 14
Total with taxes and fees
Aqua Lodges at Hurricane Hole Marina

Skipjack Resort & Marina

3.0 star property
Marathon
8.6 out of 10, Excellent, (1209)
"Great stay"
United States
sharon
$215 nightly
The price is $242
Nov 13 - Nov 14
Total with taxes and fees
Skipjack Resort & Marina

Cabins at Bonefish Bay

3.0 star property
Marathon
9.6 out of 10, Exceptional, (74)
"I love this place definitely I will go back there soon, rooms clean staff friendly, ocean view amazing the Floating Aqua Lodge was more than amazing. Thank you for making my vacation so special "
United States
Beatrice
Cabins at Bonefish Bay

Tropical Cottages

3.0 star property
Marathon
8.6 out of 10, Excellent, (897)
"The room was very clean. The staff was friendly and helpful. "
United States
Charles
$90 nightly
The price is $101
Nov 19 - Nov 20
Total with taxes and fees
Tropical Cottages

Hyatt Vacation Club at Sunset Harbor, Key West

3.5 star property
Old Town Key West
8.4 out of 10, Very Good, (315)
"Place was great bed was comfy and the water was HOT!!! "
United States
Angela
$255 nightly
The price is $286
Nov 17 - Nov 18
Total with taxes and fees
Hyatt Vacation Club at Sunset Harbor, Key West

The Islands of Islamorada

4.0 star property
Matecumbe
9.8 out of 10, Exceptional, (68)
"Beautiful property!"
United States
Betty
$684 nightly
The price is $769
Nov 13 - Nov 14
Total with taxes and fees
The Islands of Islamorada

The Hammocks at Marathon

2.5 star property
Marathon
9.0 out of 10, Wonderful, (109)
"We arrived early but were able to use the pool. Lovely cannon firing ceremony at sunset with a sunset shot from the bar. We ate wings and a pretzel from the bar which were both delicious. Room was large and the bed was really comfortable."
United Kingdom
Janet
The Hammocks at Marathon

Knight's Key Suites

3.0 star property
Marathon
9.0 out of 10, Wonderful, (1155)
"Room were clean and staff was very helpful "
United States
Leonard
$118 nightly
The price is $130
Nov 13 - Nov 14
Total with taxes and fees
Knight's Key Suites

Steps from Duval, Pool on Site & Bikes Included!

Old Town Key West
9.6 out of 10, Exceptional, (408)
"Great place to stay and walk to all the attractions."
United States
Byron Debi L.
$199 nightly
The price is $222
Nov 16 - Nov 17
Total with taxes and fees
Steps from Duval, Pool on Site & Bikes Included!

Key Largo Cottages

2.5 star property
Key Largo
9.6 out of 10, Exceptional, (26)
"Tropical paradise the way it's supposed to be! The staff are super friendly and helpful. They make you feel at home."
United States
Pamela P
Key Largo Cottages

Kings Kamp

2.5 star property
Key Largo
8.8 out of 10, Excellent, (23)
"Listing did not give the full picture. The room was in a small apartment in the middle of a large and busy RV park."
United Kingdom
Rosemary
$171 nightly
The price is $193
Nov 13 - Nov 14
Total with taxes and fees
Kings Kamp

Coconut Mallory Resort And Marina By Kees Vacations

3.0 star property
Key West
8.2 out of 10, Very Good, (820)
"Overall a good place to stay and value for money "
United States
Vijay Bhasker
Coconut Mallory Resort And Marina By Kees Vacations

Charming 4-bedroom Yacht with AC, Pool, fitness room in fantastic Key West

Stock Island
6.6 out of 10, (12)
"Kevin and Capt. Phil were great hosts. Would definitely stay there again. "
United States
p j.
$336 nightly
The price is $372
Nov 17 - Nov 18
Total with taxes and fees
Charming 4-bedroom Yacht with AC, Pool, fitness room in fantastic Key West

Island View 1BR Residence With Balcony

2.0 star property
Key West
10.0 out of 10, Exceptional, (1)
"The room was excellent, no complaints at all."
United States
Tonya
$335 nightly
The price is $377
Dec 1 - Dec 2
Total with taxes and fees
Island View 1BR Residence With Balcony

Sunrise Suites Condo with Views, Pool, Hot Tub - Dogs Welcome

Key West
8.6 out of 10, Excellent, (139)
"Clean, easy check-in, great pools, quiet area, comfy beds. Will book again!"
Germany
Julia P.
$335 nightly
The price is $371
Nov 17 - Nov 18
Total with taxes and fees
Sunrise Suites Condo with Views, Pool, Hot Tub - Dogs Welcome

Wahoo Way | Charming Hideaway On Duval Street!

Old Town Key West
9.0 out of 10, Wonderful, (17)
"Rating Details: The property manager was very helpful. The vacation rental was very clean. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Easy walks to everything!"
United States
Don N.
$284 nightly
The price is $312
Nov 17 - Nov 18
Total with taxes and fees
Wahoo Way | Charming Hideaway On Duval Street!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Monroe County Hotel Reviews

Find out more about Monroe County

Discover your perfect Monroe County vacation rental with Expedia

How many vacation rentals are available in Monroe County?


Expedia has plenty of vacation rentals to choose from in and around  Monroe County, so you’re guaranteed to find the right one for you. 


How much is a vacation rental in Monroe County?


The selection of Monroe County vacation rentals we have selected for you start as low as $101 per night. Entering your travel dates in the search wizard you might find even better deals!


What type of vacation rental can I get in Monroe County?


Vacation rentals in Monroe County come in all shapes and sizes, and your options depend on your chosen travel dates. You could entertain in a blissful vacation home, chill in a private apartment, or find family fun at a resort. Expedia offers a superb choice of Monroe County vacation rentals to suit everyone. 


Why should I choose a vacation rental in Monroe County?


Expedia’s vacation rentals provide cozy comforts you can sink into on your own schedule. You’ll enjoy your own space in a property with a kitchen, a pool, a garden etc. Maybe you’ll prefer somewhere with a spa or kids activities. A Monroe County vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in. 


How do I find the best deal on a vacation rental in Monroe County?


Find vacation rentals in Monroe County by viewing Expedia’s latest deals, or enter your travel dates and use the filters to select by amenities, price, or rating. Dive into the reviews to get a true feeling of which is your favorite vacation rental in Monroe County.  


What amenities are available in a vacation rental in Monroe County?


The choice is yours! Perhaps you love cooking in a well-equipped kitchen. Or maybe a late breakfast and a swimming pool is more your thing. Of course, there’s always the treat of having your own hot tub. Expedia has a vast range of amenities in Monroe County vacation rentals designed to suit every budget and trip type.


When is the best time to stay in a vacation rental in Monroe County?   


Everytime is a great time to head to Monroe County! Staying in a Monroe County vacation rentals you will always find lots going on to keep you entertained. 


Why book a vacation rental with Expedia?


Expedia has locked in amazing deals on a huge selection of impressive vacation rentals in Monroe County. We give you the information and inspiration you need all in one place. With so many properties to choose from, you know you can book your perfect Monroe County vacation rental with confidence. ANd don’t forget, if you bundle with a flight or a car rental in Monroe County, you can save even more.


Can I cancel my vacation rental through Expedia?  


Yes, you can cancel or change your Monroe County vacation rental by contacting your property manager directly. Contact details are easy to find on your itinerary in Trips. For more information, check out our Customer Service Portal and we’ll help you get everything sorted.